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Vacation rentals in Longboat Key

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Top-rated vacation rentals in Longboat Key

Guests agree: these stays are highly rated for location, cleanliness, and more.

Bradenton Beach Sunsets II
SUPERHOST
Entire cottage · 4 guests · 2 beds · 1 bath
Bradenton Beach Sunsets IIFully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.
Sunset Paradise by the Bay,  Downtown & Beaches
Entire residential home · 4 guests · 2 beds · 2 baths
Sunset Paradise by the Bay, Downtown & BeachesRelax away from the city and the crowds in Stunning, Private and super Cosy Home steps away from gorgeous Sarasota Bay with breathtaking sunsets! Prime location, close to Everything - Downtown, Beaches, Dining, Attractions, Shopping, & More! Our 2bd/2bath Retreat with gorgeous Open Living space, Cosy sitting areas, large TV, WiFi, fully equipped Kitchen, comfy King size beds, is all you need for an Extraordinary stay! Outside area offers BBQ grill & a super private sitting area for Relaxation.
Retreat by the Bay-Near Airport, Beaches, Ringling
Entire residential home · 6 guests · 5 beds · 2 baths
Retreat by the Bay-Near Airport, Beaches, RinglingOur home is located in the heart of Sarasota in the historic Sapphire Shores Neighborhood. Within 1 mile proximity to the airport, 6 miles to Lido Key Beach and 10 miles to the world famous Siesta Key Beach this completely renovated home has it all.

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Other great vacation rentals in Longboat Key

  1. Entire rental unit
  2. Bradenton Beach
Lovely 1 bedroom apartment with partial water view
  1. Entire condominium (condo)
  2. Sarasota
Magnificent 1-bedroom vacation condo with pool
No reviews yet
  1. Private room
  2. Sarasota
Charming 1-bedroom, private entrance and patio
SUPERHOST
  1. Entire residential home
  2. Bradenton
Backyard Paradise W/King Bed, Pool & Kid Game Room
SUPERHOST
  1. Entire rental unit
  2. Longboat Key
Just The Essentials, Longboat Key
  1. Entire guesthouse
  2. Bradenton
The Jungle Casita with Cozy Old Florida Vibe
SUPERHOST
  1. Private room
  2. Sarasota
Master w/ Private Entrance/Bathroom ~ MCM Flair
  1. Entire cottage
  2. Bradenton
Pompano Cottage Historic Cortez Village
SUPERHOST
  1. Entire rental unit
  2. Sarasota
Here’s The Beach Lido Key St Armand's Renovated
SUPERHOST
  1. Entire guest suite
  2. Bradenton
Villa Luna
  1. Entire rental unit
  2. Bradenton Beach
Lovely 2 bedrooms, steps away from the beach.
SUPERHOST
  1. Entire rental unit
  2. Sarasota
Walk to Beach & St. Armands/Private cottage &grill